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Organic Test from 2008 - CHM 2120 Test ANSWERS First Name...

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CHM 2120 Test– ANSWERS September 23, 2008 First Name: _____________________ Last Name: _______________________ Student Number: ______________________ Section: A (MRN Aud): ___________ B (UCU Aud): ___________ Approximate total number of marks: 81 Note: the marks are given as a guide and are subject to change
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Test – ANSWERS 2 1. Draw the following molecules as full Lewis structures and name them. (6 points) a. CH 3 CHCHCH 2 CH 2 CH 2 OH 2 pts: structure 1 pt: name H C H H C H C H C H H C H H C H O H H hex-4-en-1-ol b. NaOAc 2 pts: structure 1 pt: name O C O C H H H sodium acetate Na or O C O C H H H Na 2. a. Draw the important resonance forms using arrows to show the movement of electrons. (4 points) b. Rank the resonance structures. (2 points) c. Justify your ranking. (5 points) NH O Intermediate Minor Major - all atoms have octets - One charge - Negative charge on N, the less electronegative atom The C + lacks an octet - All atoms have full octets - 1 charge - Negative charge on O, the more electronegative atom 1 point 1 point Structure: 1 point Structure: 1 point Extra, wrong structures (pentavalent carbon, etc): -1 1 1 1 1 1 Ranking: 2 points NH O NH O
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